213837
1-Piperidinecarbonitrile
99%
Synonym(s):
1-Cyanopiperidine, NSC 26965, Pentamethylenecyanamide
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About This Item
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Quality Level
Assay
99%
form
liquid
refractive index
n20/D 1.47 (lit.)
bp
102 °C/10 mmHg (lit.)
density
0.951 g/mL at 25 °C (lit.)
SMILES string
N#CN1CCCCC1
InChI
1S/C6H10N2/c7-6-8-4-2-1-3-5-8/h1-5H2
InChI key
NVPICXQHSYQKGM-UHFFFAOYSA-N
General description
1-Piperidinecarbonitrile in tetrahydrofuran (THF) reacts with a solution of piperidyl lithium in THF at 0°C to yield lithium[1,1,3,3-bis(pentamethylene)guanidinate]. It participates in thermal decomposition of the 2H-azaphosphirene metal complexes to yield the Δ3-1,3,2-oxazaphospholene complexes and the Δ3-1,3,2-thiazaphospholene complexes.
Application
1-Piperidinecarbonitrile was used in the preparation of 1-selenocarbamoylpiperidine.
Reactant for:
Cycloaddition reactions
Ring-expansion reactions of tungsten complexes
N-CN bond cleavage
Retro-Diels-Alder reactions
Regioselective electrochemical α-methoxylation
Synthesis of de-O-chloroacetylation reagents
Cycloaddition reactions
Ring-expansion reactions of tungsten complexes
N-CN bond cleavage
Retro-Diels-Alder reactions
Regioselective electrochemical α-methoxylation
Synthesis of de-O-chloroacetylation reagents
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
206.6 °F - closed cup
Flash Point(C)
97 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Reactions of transiently formed nitrilium phosphanylide chromium, molybdenum, and tungsten complexes with heterocumulenes.
Heteroatom Chem., 13(1), 72-76 (2002)
Chemical communications (Cambridge, England), (6)(6), 608-609 (2002-07-18)
The titanium complex Cp[1,3-(2',6'-Me2C6H3)2(CH2N)2C=N]Ti(CH2Ph)2, with a monoanionic eta 1-iminoimidazolidide ancillary ligand, is shown to be a highly efficient catalyst for olefin polymerisation when activated with the Lewis acid B(C6F5)3.
A novel de-O-chloroacetylation reagent: 1-seleonocarbamoylpiperidine.
Tetrahedron Letters, 47(37), 6603-6606 (2006)
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